Unless the person has FU money, enough to buy themselves a rig and setoff in a month, the time involved in putting together an ATW trip is a buffer - and it's time enough to sober-up and appreciate what they're trying to do. In which case, if it starts with a dream, so be it.
The few things worth a crap that I've accomplished in life, all financially and physically risky, all started with a dream. This world's so screwed-up, if I wasn't able to dream, I'd of checked-out long long ago.
I look back on the threads I've posted on this site over the past few years - it's apparent I was very green, and maybe a do nothing dreamer. I'm still green, but now I'm doing it. From 3 years ago to now - the knowledge and advice I've received on this site helped me identify and get the perfect little pocket cruiser for my goals.
Christ, I got personal advice from gifted guys like Bob Perry & CharlieCobra on this site through IMs. Via the internet, I got advice from a now elderly naval architect in Sweden, that worked with the chief naval architect to design my boat 40 years ago. In what other world would I have been able to friggin' talk to these guys?
When I first bought my boat, I went out a few times - and said, 'Yep, I know this from my youth, a little more time, and I can do this', I brought it back home (live a 1/4 mile from the harbor), got a copy of This Old Boat, and stripped everything for a total refit inside and out. I know exactly what I want to do long term, and am fitting it for just that. When I go out again in 6 months, I'll know every single stinking nut, bolt, & screw on that boat.
My goal, to leave our bay, take my first right, into the Bering Sea, and sail up to cross the Arctic Circle, then come back home. And, depending on the mood of the wife via sat phone calls, I may instead cross the circle, take a left, and do a suicide run at the Northern Sea Route.
...that's my dream, flame away friends.